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2-Hydroxyisophthalaldehyde
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Name

2-Hydroxyisophthalaldehyde

 EINECS N/A
CAS No. 3328-69-6 Density 1.35g/cm3
PSA 54.37000 LogP 1.01720
Solubility N/A Melting Point 124 °C
Formula C8H6O3 Boiling Point 219°C at 760 mmHg
Molecular Weight 150.134 Flash Point 100.5°C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 3328-69-6 (2,6-DIFORMYLPHENOL) Hazard Symbols N/A
Synonyms

Isophthalaldehyde,2-hydroxy- (7CI,8CI);2,6-Diformylphenol;2-Hydroxy-1,3-benzenedicarboxaldehyde;2-Hydroxyisophthalaldehyde;NSC 403253;

Article Data 18

2-Hydroxyisophthalaldehyde Synthetic route

Cu2(C6H3(O)(CHNCH2CH2C5H4N)2)OH(2+)*2BF4(1-)=[Cu2(C6H3(O)(CHNCH2CH2C5H4N)2)OH](BF4)2

3328-69-6

2-hydroxy-isophthalaldehyde

Conditions
ConditionsYield
With hydrogenchloride; water Hydrolysis of Cu-complex, using aq. HCl.;80%
176243-28-0

2,6-(α,α,α',α'-tetrabromo)dimethylacetoxybenzene

3328-69-6

2-hydroxy-isophthalaldehyde

Conditions
ConditionsYield
With sodium acetate In acetic acid for 48h; Heating;72%
With potassium hydroxide for 3h; Heating;67%
100-97-0

hexamethylenetetramine

108-95-2

phenol

3328-69-6

2-hydroxy-isophthalaldehyde

Conditions
ConditionsYield
In trifluoroacetic acid for 6h; Reflux;65.1%
With trifluoroacetic acid at 24℃; Inert atmosphere; Reflux;
76-05-1

trifluoroacetic acid

108-95-2

phenol

3328-69-6

2-hydroxy-isophthalaldehyde

Conditions
ConditionsYield
With hexamethylenetetramine Reflux;65.1%
With hexamethylenetetramine Reflux;65.1%
With hexamethylenetetramine Reflux;65.1%
876-98-2

2,6-dimethylphenyl acetate

3328-69-6

2-hydroxy-isophthalaldehyde

Conditions
ConditionsYield
Stage #1: 2,6-dimethylphenyl acetate With chromium(VI) oxide; sulfuric acid; acetic anhydride; acetic acid at 0℃; for 20h;
Stage #2: With sulfuric acid In ethanol for 1h; Reflux;		30%
Multi-step reaction with 2 steps
1: 88 percent / N-bromosuccinimide / CCl4 / 10 h / Heating; Irradiation
2: 72 percent / sodium acetate / acetic acid / 48 h / Heating
View Scheme
930-68-7

cyclohexenone

109-94-4

formic acid ethyl ester

A

3328-69-6

2-hydroxy-isophthalaldehyde

B

15329-04-1

6-[1-Hydroxy-meth-(Z)-ylidene]-cyclohex-2-enone

Conditions
ConditionsYield
With methanol; sodium hydride In tetrahydrofuran 1.) 0 deg C; 2.) 2 h RT;A 10%
B 25%
67-66-3

chloroform

108-95-2

phenol

A

3328-69-6

2-hydroxy-isophthalaldehyde

B

3328-70-9

5-formyl-2-hydroxybenzaldehyde

C

123-08-0

4-hydroxy-benzaldehyde

D

90-02-8

salicylaldehyde

Conditions
ConditionsYield
With methanol; sodium hydroxide In water for 1h; Heating;A 3%
B 4%
C 11%
D 15%
...Expand
100-97-0

hexamethylenetetramine

90-02-8

salicylaldehyde

A

3328-69-6

2-hydroxy-isophthalaldehyde

B

3328-70-9

5-formyl-2-hydroxybenzaldehyde

Conditions
ConditionsYield
Stage #1: hexamethylenetetramine; salicylaldehyde With copper(I) oxide In trifluoroacetic acid for 5h; Duff Aldehyde Synthesis; Reflux;
Stage #2: With hydrogenchloride In water at 20℃; for 1h; regioselective reaction;		A 10.5%
B 9.5%
610-04-8

3-formylsalicylic acid

3328-69-6

2-hydroxy-isophthalaldehyde

Conditions
ConditionsYield
With hydrogenchloride; sodium amalgam; boric acid; sodium hydrogensulfite Ausbeute ca.20prozent;
626-19-7

Isophthalaldehyde

3328-69-6

2-hydroxy-isophthalaldehyde

Conditions
ConditionsYield
With hydrogenchloride; Cu(MeCN)ClO4; oxygen; (S)-methyl 2-amino-3-(1-methyl-1H-imidazol-4-yl)propanoate 1.) methanol, reflux, 2.) methanol; Multistep reaction;
Multi-step reaction with 3 steps
1: methanol
2: O2 / acetonitrile
3: H2SO4 / sulfuric acid
View Scheme

2-Hydroxyisophthalaldehyde Specification

The 2-Hydroxyisophthalaldehyde with the cas number 3328-69-6 is also called 1,3-Benzenedicarboxaldehyde,2-hydroxy-. Both the systematic name and IUPAC name are 2-hydroxybenzene-1,3-dicarbaldehyde. Its molecular formula is C8H6O3. This chemical should stored at Refrigerator.

The properties of the chemical are: (1)ACD/LogP: 2.01; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 3; (6)Polar Surface Area: 43.37 Å2; (7)Index of Refraction: 1.672; (8)Molar Refractivity: 41.64 cm3; (9)Molar Volume: 111.1 cm3; (10)Polarizability: 16.5×10-24cm3; (11)Surface Tension: 62.3 dyne/cm; (12)Enthalpy of Vaporization: 47.4 kJ/mol; (13)Vapour Pressure: 0.0827 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=Cc1cccc(C=O)c1O
(2)InChI: InChI=1/C8H6O3/c9-4-6-2-1-3-7(5-10)8(6)11/h1-5,11H
(3)InChIKey: JJOPQMAMJLOGFB-UHFFFAOYAC

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